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(12) United States Patent (10) Patent No.: US 7,544,192 B2 Eaton Et Al

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(12) United States Patent (10) Patent No.: US 7,544,192 B2 Eaton Et Al US007544192B2 (12) United States Patent (10) Patent No.: US 7,544,192 B2 Eaton et al. (45) Date of Patent: Jun. 9, 2009 (54) SINUS DELIVERY OF SUSTAINED RELEASE 5,443,498 A 8, 1995 Fontaine THERAPEUTICS 5,512,055 A 4/1996 Domb et al. 5,664,567 A 9, 1997 Linder (75) Inventors: Donald J. Eaton, Woodside, CA (US); 5,693,065. A 12/1997 Rains, III Mary L. Moran, Woodside, CA (US); 5,792,100 A 8/1998 Shantha Rodney Brenneman, San Juan Capistrano, CA (US) (73) Assignee: Sinexus, Inc., Palo Alto, CA (US) (Continued) (*) Notice: Subject to any disclaimer, the term of this FOREIGN PATENT DOCUMENTS patent is extended or adjusted under 35 U.S.C. 154(b) by 992 days. WO WOO1/02024 1, 2001 (21) Appl. No.: 10/800,162 (22) Filed: Mar 12, 2004 (Continued) (65) Prior Publication Data OTHER PUBLICATIONS US 2005/OO437O6A1 Feb. 24, 2005 Hosemann, W. et al. (Mar. 2003, e-pub. Oct. 10, 2002). “Innovative s Frontal Sinus Stent Acting as a Local Drug-Releasing System.' Eur: Related U.S. Application Data Arch. Otorhinolarynolo. 260:131-134. (60) Provisional application No. 60/454,918, filed on Mar. (Continued) 14, 2003. Primary Examiner Kevin C Sirmons (51) Int. Cl Assistant Examiner Catherine NWitczak A. iM sI/00 (2006.01) (74) Attorney, Agent, or Firm Morrison & Foerster LLP (52) U.S. Cl. ........................ 604/506; 604/510; 604/514 (57) ABSTRACT (58) Field of Classification Search .............. 604/93.01, 604/891.1. 890.1, 57, 59-64, 510, 514,506; S lication file f 606/196 The invention provides biodegradable implants for treating ee application file for complete search history. sinusitis. The biodegradable implants have a size, shape, den (56) References Cited sity, Viscosity, and/or mucoadhesiveness that prevents them from being Substantially cleared by the mucociliary lining of U.S. PATENT DOCUMENTS the sinuses during the intended treatment period. The biode 4,580,568 A 4, 1986 Gianturco gradable implants include a Sustained release therapeutic, 4,753,636 A 6, 1988 Free e.g., an antibiotic, a steroidal anti-inflammatory agent, or 5,035,706 A 7, 1991 Giantureo et al. both. The biodegradable implants may take various forms, 5,116,311 A 5, 1992 Lofstedt Such as rods, pellets, beads, strips, or microparticles, and may 5,139,832 A 8/1992 Hayashi et al. be delivered into a sinus in various pharmaceutically accept 5,189,110 A 2f1993 Ikematu et al. able carriers. 5,246,455 A 9, 1993 Shikani 5,342.296 A 8, 1994 Persson et al. 15 Claims, 2 Drawing Sheets US 7,544,192 B2 Page 2 U.S. PATENT DOCUMENTS 2008.0113000 A1 5/2008 Hunter et al. 2008/01 19693 A1 5/2008 Makower et al. 5,928, 190 A 7, 1999 Davis 2008.0125626 A1 5/2008 Chang et al. 6,054,122 A 4, 2000 MacPhee et al. 2008. O132938 A1 6/2008 Chang et al. 6,149,944 A 11, 2000 Jeong et al. 2008. O145514 A1 6/2008 Hunter et al. 6,297.227 B1 10, 2001 Johnson 2008. O154237 A1 6/2008 Chang et al. 6,543,452 B1 4, 2003 Lavigne 2008. O154250 A1 6/2008 Makower et al. 6,555,566 B2 4, 2003 Ponikau 2008. O195041 A1 8, 2008 Goldfarb et al. 6,565,597 B1 5/2003 Fearnot et al. 2008/0228O85 A1 9, 2008 Jenkins et al. 6,749,617 B1 6, 2004 Palasis et al. 2008/0234720 A1 9/2008 Chang et al. 6,884,260 B2 4, 2005 Kugler et al. 2008/0243140 A1 10/2008 Gopferich et al. 6,945,992 B2 9, 2005 Goodson, IV et al. 6,966,923 B2 11/2005 Gittings FOREIGN PATENT DOCUMENTS RE39,321 E 10, 2006 MacPhee et al. 7,361,168 B2 4, 2008 Makower et al. WO WO-2004/082525 A2 9, 2004 2002fOO51793 A1 5, 2002 Drabick WO WO-2004/082525 A3 9, 2004 2002/011 1603 A1 8, 2002 Cheikh ................. ... 604/8911 WO WO-2006/02O180 A2 2, 2006 2003/O133877 A1 T/2003 Levin WO WO-2006/02O180 A3 2, 2006 2004.0043052 A1 3, 2004 Hunter et al. WO WO-2006/107.957 A2 10, 2006 2004/O116958 A1 6, 2004 Gopferich et al. WO WO-2006/107.957 A3 10, 2006 2005/02O3605 A1 9, 2005 Dolan WO WO-2007 134215 A2 11/2007 2005/024O147 A1 10, 2005 Makower et al. WO WO-2007 134215 A3 11, 2007 2005.0245906 A1 11/2005 Makower et al. OTHER PUBLICATIONS 2006,0004286 A1 1, 2006 Chang et al. 2006, OOO4323 A1 1, 2006 Chang et al. Roumestan, C. et al. (2003). “Fluticasone Propionate and 2006, OO63973 A1 3, 2006 Makower et al. Mometasone Furoate Have Equivalent Transcriptional Potencies.” 2006/0095066 A1 5, 2006 Chang et al. Clinical and Experimental Allergy 33: 895-901. 2006/0106361 A1 5, 2006 Muni et al. Shikani, A.H. (Aug. 1996). “Use of Antibiotics for Expansion of the 2006/0162722 A1 T/2006 Boehm et al. ......... 128.200.14 Merocel(R) Packing Following Endoscopic Sinus Surgery.” ENTJour 2006/0210605 A1 9, 2006 Chang et al. nal 75(8):524-528. 2006/0265042 A1 11, 2006 Catanese, III et al. Thierry, B. et al. (Nov./Dec. 2003). “Bioactive Coatings of 2006/0276871 A1 12, 2006 Lamson et al. Endovascular Stents Based on Polyelectrolyte Multilayers.” 2007,0005094 A1 1/2007 Eaton et al. Biomacromolecules 4:1564-1571. 2007/0129751 Al 6, 2007 Muni et al. Lavigne, F. et al. (2002). "Intrasinus Administration of Topical 2007/O131525 A1 6, 2007 Lu et al. Budesonide to Allergic Patients With Chronic Rhinosinusitis Follow 2007/0135789 A1 6, 2007 Chang et al. ing Surgery.” The Laryngoscope 1 12, seven pages. 2007/0167682 A1 7/2007 Goldfarb et al. Min, Y-G. et al. (1995). "Application of Polylactic Acid Polymer in 2007,019 1922 A1 8, 2007 Hartley the Treatment of Acute Maxillary Sinusitis in Rabbits.” Acta 2007/02O8252 A1 9, 2007 Makower Otolaryngol. 115:548-552. 2007/0208301 A1 9, 2007 Evard et al. Min, Y-G. etal. (1995). “Mucociliary Activity and Histopathology of 2007/0269385 A1 11/2007 Yun et al. Sinus Mucosa in Experimental Maxillary Sinusitis: A Comparison of 2007/O293727 A1 12, 2007 Goldfarb et al. Systemic Administration of Antibiotic and Antibiotic Delivery by 2007/0293946 A1 12, 2007 Gonzales et al. Polylactic Acid Polymer.” Laryngoscope 105:835-842. 2008, OO15540 A1 1, 2008 Muni et al. Piskunov, S. et al. (1993). “The Prolongation of Drug Action in the 2008.OO58295 A1 3, 2008 Chaudry Treatment of Diseases of the Nose and Paranasal Sinuses.” Rhinology 2008.OO58296 A1 3, 2008 Chaudry 31:33-36. 2008.0089952 A1 4, 2008 Hunter et al. International Search Report mailed Feb. 24, 2006 for PCT Applica 2008.OO971.54 A1 4, 2008 Makower et al. tion No. PCT/US04/07828 filed Mar. 12, 2004, 2 pages. 2008.OO97239 A1 4, 2008 Chang et al. Lapchenko, A.S. et al. (Jun. 1996). “Polyphosphazene Prosthesis of 2008.OO97295 A1 4, 2008 Makower et al. the Frontonasal Bypass in Surgical Treatment of Acute and Chronic 2008.OO97400 A1 4, 2008 Chang et al. Inflammation of the Frontal Sinuses.” Vestnik Otorinolarinologii, 2008.OO97514 A1 4, 2008 Chang et al. tWO pages. 2008.OO975.15 A1 4, 2008 Chang et al. Piskunov, S.Z. et al. (1989). "Application of Drugs Based on Poly 2008.OO97516 A1 4, 2008 Chang et al. mers in the Treatment of Acute and Chronic Maxillary Sinusitis.” 2008.OO97581 A1 4, 2008 Shanley Vestnik Otorinolaringologii (3)33-35. 2008. O103361 A1 5/2008 Makower et al. 2008/O103521 A1 5/2008 Makower et al. * cited by examiner U.S. Patent Jun. 9, 2009 Sheet 1 of 2 US 7,544.192 B2 Fléauee A AéuKE t8 U.S. Patent Jun. 9, 2009 Sheet 2 of 2 US 7,544,192 B2 Aétage 2A Aataee 2.É. US 7,544,192 B2 1. 2 SINUS DELIVERY OF SUSTAINED RELEASE agent dispersed within a biodegradable matrix, and which has THERAPEUTICS at least one characteristic that Substantially prevents clear ance of the implant from the sinus by its mucociliary layer RELATED APPLICATIONS during the intended treatment period after delivery of the implant into the sinus. Characteristics such as size, shape, This application claims priority from U.S. Application Ser. density, Viscosity, mucoadhesiveness, or a combination No. 60/454,918, filed Mar. 14, 2003. thereof may be altered to substantially prevent this clearance. The biodegradable implant may include various therapeu FIELD OF THE INVENTION tic agents, including, but not limited to, anti-infective agents, 10 anti-inflammatory agents, and combinations thereof. This invention relates to biodegradable implants and meth Examples of anti-infective agents include antibacterial ods for placing one or more of these implants into a paranasal agents, antifungal agents, antiviral agents, and antiseptics. sinus. The implants provide local Sustained release of a thera The anti-inflammatory agent may be a nonsteroidal anti-in peutic agent for the prophylaxis or treatment of sinusitis. flammatory agent or a steroidal anti-inflammatory agent. In a Included in the description are implants delivered in such 15 preferred variation, steroidal anti-inflammatory agents are various forms as pellets, rods, strips, and microparticles. used. BACKGROUND OF THE INVENTION The matrix of the implant may be made from any biode gradable and biocompatible polymer, including such poly The paranasal sinuses are air-filled cavities within the mers as mucoadhesive polymers, poly(ortho esters), and poly facial skeleton. Each paranasal sinus is contiguous with a (lactic-co-glycolic)acid (PLGA) copolymer.
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